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1314 Augusta National Boulevard, Winter Springs
$545,000
3 Beds ⋅ 3 Baths ⋅ Country Club Village Unit 3 SubDv. ⋅ 32708 Zip Code
Welcome to Country Club Village, nestled within the highly sought-after Tuscawilla community of Winter Springs! This beautiful 3-bedroom, 2.5-bathroom pool home offers an exceptional combination of location, lifestyle, and major updates, including a NEWER TILE ROOF (2023), NEW WINDOWS, and NEW EXTERIOR PAINT! One of the home's most desirable features is its private swimming pool overlooking a peaceful conservation area, offering a beautiful natural backdrop and added privacy that's hard to find in Tuscawilla. Inside, the thoughtfully designed floor plan offers plenty of space for everyday living and entertaining. Upon entering, you're welcomed into a spacious family room that flows into the formal dining room. The kitchen features stainless steel appliances (new in 2024), Corian countertops, and a charming eat-in breakfast nook with views of the pool and conservation beyond. A separate living room with a cozy fireplace creates the perfect space to unwind. A convenient half bathroom, laundry room, and two-car garage complete the first floor. Upstairs, the light-filled primary suite is a true retreat, featuring an additional sitting area ideal for a home office, reading nook, or additional relaxation space. The oversized ensuite bathroom offers dual vanities, a walk-in shower, and a garden tub. Two additional generously sized bedrooms and a full guest bathroom complete the second floor. Beyond the home itself, the Tuscawilla lifestyle is what truly makes this location special. Known for its beautiful tree-lined streets, established landscaping, neighborhood parks, playgrounds, and scenic walking areas, Tuscawilla is one of Winter Springs' most desirable communities. Residents also have the opportunity to join the nearby Tuscawilla Country Club, where optional memberships provide access to an 18-hole golf course, driving range, clay tennis courts, lap pool, leisure pool, and additional club amenities. The community is also served by Seminole County Public Schools, adding to its appeal. The community's HOA covers basic lawn care, making this home truly low-maintenance. With a new tile roof, new windows, a private conservation-backed pool, and an unbeatable location in the heart of Tuscawilla, this home offers a wonderful opportunity to enjoy everything that makes Winter Springs living so special!

1314 Augusta National Boulevard, Winter Springs

111 Tarpon Circle, Winter Springs
$449,000
3 Beds ⋅ 2 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
Updated home on nearly half an acre in Tuscawilla, with no HOA. Mature oaks shade the front yard, a circular paver driveway leads to the front door, and the 2-car garage is side-entry with extra parking. Inside, the open living, dining and kitchen area sits under vaulted ceilings with exposed white beams. The living room has a natural stone fireplace, a full built-in bookshelf and recessed lighting. The kitchen was recently fully remodeled: white shaker cabinets, quartz countertops, an oversized peninsula with drawer storage, Samsung stainless appliances including a double-oven range, a herringbone tile backsplash, matte black hardware, pendant lighting and a large pantry. The primary suite has sliding doors to the back porch, a walk-in closet, a double vanity and a travertine walk-in shower. The remodeled secondary bath has a double vanity with quartz and a subway-tiled tub/shower. Engineered hardwood floors and new baseboards run throughout, and the secondary bedrooms and bathroom have solid core doors and custom closet doors. The big-ticket items are done: roof replaced in 2022, a tankless water heater less than a year old, repiped plumbing and a re-stuccoed front exterior. Out back, a screened porch runs the length of the house and overlooks a huge backyard with a vinyl privacy fence, mature trees and a playset that stays with the home. The washer and dryer are in the garage. Zoned for Keeth Elementary, Indian Trails Middle and Winter Springs High.

111 Tarpon Circle, Winter Springs

1056 Condor Place, Winter Springs
$449,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Estates Unit 5 SubDv. ⋅ 32708 Zip Code
VR tour available. Seller offering up to $19,120 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 3-bedroom, 2-bath pool home in Winter Springs' established Sunrise community with the big-ticket items already handled: new roof (2026), new HVAC (2026), a new water heater (2026) and a whole-house repipe replacing the original polybutylene plumbing. A just-completed refresh adds fresh interior paint, stucco repairs with fresh exterior paint, new LED lighting and fixtures, new interior doors and door hardware, a new exterior light, and refreshed landscaping with fresh mulch. The kitchen features new white shaker soft-close cabinets, new Sparkling White quartz countertops, a new pull-out faucet and garbage disposal, and a new Whirlpool stainless steel range and dishwasher with a new stainless microwave. The primary bath adds a new white shaker vanity with a quartz top, a new toilet, faucet, mirror, vanity light and medicine cabinet, a retiled shower and a refinished tub, and the second bath a new vanity with a quartz top, toilet, faucet, mirror, vanity light and medicine cabinet, plus a reglazed tub and surround with new tub and shower trim. The single-story split-bedroom floor plan offers 1,524 SqFt with laminate flooring in the living areas and bedrooms, tile in the kitchen and baths, and no carpet anywhere. It includes a living room with a fireplace, a family room, a primary suite with a walk-in closet, and an attached 2-car garage with a new smart belt-drive opener with battery backup and a new steel garage entry door. Out back, sliding glass doors open to a covered lanai and a screened pool, just serviced, in a fenced backyard on a 0.22-acre lot. $336 annual HOA and no CDD. Conveniently located near shopping, dining and schools, with easy access to SR-417. Buyer credit available with use of Seller's preferred lender. Schedule your showing today.

1056 Condor Place, Winter Springs

161 Bear Springs Drive, Winter Springs
$500,000
3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully designed, newly constructed 2026 END-UNIT townhome in the desirable Hickory Grove community of Winter Springs, Florida. Offering 3 bedrooms, 2.5 bathrooms, and approximately 1,704 square feet of living space, this two-story residence combines modern style, functionality, and low-maintenance living. Step inside the 8’ entryway door to find a bright and airy living space featuring a contemporary kitchen equipped with stainless steel appliances, recessed lighting, 18” tile, and a large breakfast bar, making it ideal for entertaining and everyday living. This Sofia Model by Mattamy Homes features a thoughtfully designed floor plan with a FIRST FLOOR PRIMARY SUITE abundant with natural light, a generous walk-in closet, and a private en suite bathroom complete with dual vanity sinks and a spacious walk-in shower. Upstairs, you will find two additional bedrooms, a guest bathroom, and a versatile loft providing a flexible space that would be ideal for a home office or media room. Additional highlights include high ceilings, an in-home laundry room (located on the first floor), custom plantation shutters, a smart thermostat, a rear entry 2-car garage complete with shark floor coating, a covered screened-in lanai, and a covered front porch with views of Veterans Memorial Park. Residents of Hickory Grove also enjoy community amenities, including a community resort-style swimming pool, playground, and dog park. The HOA also covers exterior maintenance, internet, and landscaping. This home is conveniently located near Winter Springs Town Center and offers access to SR-434 and SR-417, as well as shopping, dining, parks, walking trails, and the Seminole County Public School District, which is widely ranked #1 in Central Florida. Don’t miss this opportunity to enjoy maintenance-free living and make this beautiful townhome your new home!

161 Bear Springs Drive, Winter Springs

417 Holly Court, Winter Springs
$380,000
3 Beds ⋅ 2 Baths ⋅ Foxmoor Unit 1 SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. It's always so refreshing when all the hard work is already done for you! Tucked away on a quiet cul-de-sac in one of Winter Springs' established communities, this 3-bedroom, 2-bath POOL home offers an inviting blend of comfort, privacy, and Florida living at its finest. And the best part? NO HOA! Step inside to discover a welcoming home with thoughtful updates including luxury vinyl plank flooring in all bedrooms and neutral tile in the spacious main living areas. The updated kitchen features newer stainless steel appliances, an oversized butcher block island with plenty of storage and 42 inch solid wood cabinetry for the discerning buyer. Soaring ceilings in the living room, dining and kitchen accentuate the open feel as soon as you walk through the freshly painted front door. Split bedroom floor plan allows privacy for all family members including the serene Primary bedroom with en-suite bath and walk-in closet featuring custom closet design. Two additional large bedrooms with built in closets allow room for the family to spread out or guests to stay for a visit. But the real showstopper is waiting out back! Step into your own private Florida retreat, where a MASSIVE SCREENED in swimming POOL takes center stage, surrounded by lush landscaping and a spacious backyard designed for enjoying the outdoors. Whether you're cooling off in the pool, hosting weekend barbecues, or gathering around the firepit under the stars, this outdoor space delivers the kind of lifestyle that makes Florida living so special. A solar pool water heater adds to the appeal, while a pool pump replaced in 2022 offers another valuable improvement. The backyard also features a storage shed, freshly painted in 2024 to complement the home's updated exterior and garden boxes with additional dedicated irrigation. And there's plenty more to appreciate! A NEW ROOF IN 2025, FRESH EXTERIOR PAINT in 2024, and a NEW VINYL PRIVACY FENCE installed in 2023 and AC 2022 are just a few of the improvements already completed. In 2026, the ELECTRICAL PANEL was replaced and an EV CHARGER OUTLET added, providing a practical upgrade for today's needs. Need a WASHER AND DRYER....those stay too. Even the irrigation system has its own dedicated water meter, separate from the home's main meter, which can help reduce water costs. Located in this tucked away, desirable area of Winter Springs, this peaceful, updated property offers the freedom of NO HOA restrictions, a quiet cul-de-sac setting, and convenient access to shopping, dining, parks, and major roadways. This is the Florida lifestyle you've been looking for!

417 Holly Court, Winter Springs

1519 Woodsglen Drive, Winter Springs
$440,000
3 Beds ⋅ 2 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. Welcome to this charming 3-bedroom, 2-bath home in the sought-after Fox Glen neighborhood at Chelsea Parc in Tuscawilla. With 1,701 square feet, a split floor plan, and low monthly dues that cover lawn maintenance plus access to a community pool, fitness area, and clubhouse, it offers easy living in a well-kept Seminole County setting close to parks, highly regarded schools, and major highways. A paved driveway and walkway lead to a new glass front door. Inside, tile runs through the main living areas, while the bedrooms feature engineered wood floors. High ceilings, a transom window, and views to the backyard keep the living and dining space light, bright, and open. Built-in shelves add practical storage, and French doors with built-in blinds open to a screened, covered porch with a ceiling fan. The updated kitchen includes refreshed cabinets, Corian counters, and stainless steel appliances. A small breakfast bar with pendant lighting sits beside an eat-in area with plantation shutters and windows overlooking the backyard. The primary suite has a large walk-in closet with built-in shelving and an updated en-suite bath with a walk-in shower finished in attractive tile, a dual-sink vanity with a makeup desk area, quartz counters, updated lighting and mirrors, and a separate linen cabinet. Both secondary bedrooms are comfortably sized, with ceiling fans and engineered wood floors. One has a standard closet; the other has French doors and a small walk-in closet and could easily serve as a den. The second full bath offers a tub/shower combination, granite vanity counters, and updated mirror and lighting. The private backyard is enclosed by a white picket fence. An indoor laundry room includes a closet, built-in cabinets, and a washer and dryer. The two-car garage has pull-down stairs to the attic, and the roof was replaced this year. Move-in ready and low-maintenance, this home blends updated finishes with the convenience of a cared-for Tuscawilla community.

1519 Woodsglen Drive, Winter Springs

154 Wooded Vine Drive, Winter Springs
$489,000
3 Beds ⋅ 3 Baths ⋅ Tuskawilla Crossings 34'S SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. Welcome to Tuskawilla Crossings! Discover the perfect blend of comfort, style, and convenience in the heart of Winter Springs. Built by Lennar Homes in 2019, this beautifully maintained home offers modern finishes, thoughtful upgrades, and an exceptional location within the desirable Tuskawilla Crossings community. Step inside to a bright, welcoming interior featuring luxury vinyl plank flooring throughout and an open-concept main living area designed for both everyday living and entertaining. The spacious living and dining areas flow seamlessly into the modern kitchen, complete with a large quartz island, upgraded cabinetry, and plenty of workspace for cooking and gathering. A convenient guest half-bath completes the first floor. Upstairs, a spacious hallway leads to a generously sized primary suite featuring a walk-in closet, along with two additional well-appointed bedrooms and a convenient laundry room. Natural light fills the home, enhanced by custom retractable window shades that provide both style and privacy. Step outside and enjoy one of the home's standout features—a private backyard with no rear neighbors! The fully fenced yard offers plenty of room for outdoor entertaining and relaxation, while the covered patio creates the perfect space for enjoying your morning coffee or hosting friends and family. A covered walkway leads directly to the oversized rear-entry garage, adding both convenience and functionality. Life at Tuskawilla Crossings offers an impressive array of community amenities, including a community pool, dog park, playground, clubhouse, and covered pavilions with cookout areas. Nature lovers will appreciate being within walking distance of the nearby nature trail, making it easy to enjoy the outdoors right from home. And the location is hard to beat! With quick and convenient access to the 417, you'll have an easy commute and be just minutes from an abundance of shopping, dining, entertainment, and everyday conveniences—many within a 10-minute drive. Beautifully maintained, move-in ready, private, and ideally located—this Tuskawilla Crossings home offers the lifestyle you've been looking for. Come see it for yourself!

154 Wooded Vine Drive, Winter Springs

408 Lancers Drive, Winter Springs
$349,000
3 Beds ⋅ 2 Baths ⋅ Mount Greenwood Unit 5 Of SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to this charming home in the Mount Greenwood community of desirable Winter Springs! Offering comfortable one-story living, this home combines a versatile layout with a fantastic Seminole County location surrounded by established neighborhoods, parks and recreation. Vaulted ceilings give the main living spaces an open, airy feel, while the split bedroom plan provides separation between the primary suite and secondary bedrooms. The living and dining area features French doors opening directly to the fenced backyard. The kitchen features a closet pantry and pendant lighting, with an adjacent dining area that keeps meals and gatherings conveniently close. Just off the kitchen, an indoor laundry room leads to a flex area that can be used as a breakfast nook, home office or sitting area. Prefer your breakfast nook toward the front of the home? The area to the left of the front door provides another option, leaving the flex space available for whatever best suits your needs. The primary suite includes a generously sized walk-in closet and its own bathroom with a tub and shower combination. The secondary bathroom also offers a tub and shower combination, and the additional bedrooms provide space for guests, a home office or hobbies. The Winter Springs location is another major plus, offering access to Seminole County public schools and plenty of ways to enjoy the outdoors. Spend time at Central Winds Park, explore the Cross Seminole Trail on foot or by bike, or enjoy the shopping and dining options throughout Winter Springs and neighboring communities. Access to State Road 434 and the 417 makes it convenient to connect with the greater Orlando area while enjoying an established residential setting. A two-car garage provides parking and storage, and the fenced backyard offers room to create your own outdoor gathering space, add a garden or simply relax at the end of the day. With flexible living spaces and so much to enjoy in the surrounding area, this home is ready for your personal touch. Come check out your future home today!!

408 Lancers Drive, Winter Springs

615 Pearl Road, Winter Springs
$350,000
3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 08 SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. Welcome to 615 Pearl Road, a well-loved Winter Springs home ready for its next chapter! Owned by the original family and set on a spacious quarter-acre lot, this three-bedroom, two-bath home offers a wonderful opportunity to bring your own style and make it truly yours. Inside, the comfortable floor plan provides plenty of room to spread out, with a formal living room, formal dining room and additional living space for everyday gathering and entertaining. The two-car garage adds convenient parking and storage, while out back, a large screened porch creates the perfect place for morning coffee, weekend gatherings or simply relaxing while overlooking the beautiful fenced backyard. With plenty of room for pets, play, gardening, outdoor entertaining or creating the backyard you have always envisioned, this outdoor space is one of the home’s standout features. Major updates include a 2019 roof and 2024 AC, offering a great starting point as you add your own finishing touches. Conveniently located near Central Winds Park, Ranchlands Park, Publix, Aldi and everyday shopping and dining, this home combines an established Winter Springs location with space, potential and a backyard that is becoming harder to find. Whether you are searching for your first home, your next home or a property you can personalize over time, 615 Pearl Road is ready to welcome its next owners.

615 Pearl Road, Winter Springs

1436 Winter Wharf Lane, Winter Springs
$399,000
3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to easy, stylish living in Jesup’s Landing, one of Winter Springs’ most desirable communities. This spacious 3 Bedroom, 3 1/2 Bath Townhome features a versatile split-level design that creates a comfortable sense of separation between living areas while still offering plenty of room to gather and entertain. The beautifully appointed kitchen features 42-inch cherry cabinetry, granite countertops, and a spacious prep island, creating an inviting and functional space for cooking, baking, and entertaining. Upstairs, the primary suite offers a generous bedroom, a spacious walk-in closet, and a well-designed primary bath with a double-sink vanity, separate shower, and soaking tub. A second upstairs bedroom also features its own en-suite bath with a walk-in shower and a large walk-in closet, providing added privacy and convenience. The lower level includes an additional secondary bedroom with its own en-suite shower bath, along with access to the two-car garage and extra storage space. New Carpet in the Bedrooms and Stairways was just installed for a MOVE-IN READY transition for the new Owner. The exterior has also been refreshed with New Paint, New Screen on Balcony and the home features a New Roof for added value and peace of mind. The location offers exceptional convenience with Central Winds Park, shopping, dining, SR 417, Orlando Sanford International Airport, UCF, and Seminole State College all within easy reach. Jesup’s Landing residents enjoy a variety of community amenities, including a clubhouse, fitness center, and inviting swimming pool. With its spacious floor plan, recent updates, convenient location, and low-maintenance lifestyle, this home offers a wonderful opportunity to enjoy all that Winter Springs has to offer. ROOF - 2026, A/C and Water Heater - 2014.

1436 Winter Wharf Lane, Winter Springs

1024 Dinero Drive, Winter Springs
$394,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Estates Unit 2 SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. Welcome to one of the best-priced pool homes in Winter Springs! Sitting directly across from an oak-shaded park, playground, and scenic pond, this light-filled 3-bedroom, 2-bathroom pool home with a 2-car garage delivers the ultimate Florida lifestyle from the very moment you pull into the driveway. Step through the welcoming front door into an open-concept layout packed with natural light, soaring vaulted ceilings, and warm, durable floors that run throughout the main living areas. The front dining space features a charming picture window seat overlooking the park across the street—a sunny spot to sip your morning coffee before flowing straight into an expansive family room built for relaxing or hosting around the classic stone wood-burning fireplace. If you love to cook or entertain, this kitchen is ready for you. It features crisp cabinetry with plenty of deep, ample storage for all your kitchen gadgets and pantry items, paired with rich granite countertops and modern electric appliances. Recessed lighting keeps the space bright, while a gooseneck faucet over the sink looks out a big picture window toward the screened patio. Dual pass-through counter cutouts connect the kitchen directly to both the dining space and living room, so you can easily chat with family or hand off snacks while keeping the energy open and social. Tucked behind a stylish sliding barn door, the primary suite feels like its own quiet retreat with high ceilings, a double-sink granite vanity, a walk-in closet with built-in wire shelving, and a tiled step-in shower with a rain showerhead. For ultimate convenience on pool days, a private exterior door right in the primary bathroom leads straight out to the pool deck so no one ever tracks wet feet through the house. The secondary bedrooms offer wonderful flexibility for whatever your lifestyle needs. Whether you picture them as future kids' rooms, a cozy nursery, a dedicated home office, a hobby space, or a welcoming guest room, there’s plenty of room to grow. One room comes already styled with a cheerful, sunlit wall mural that kids or guests will love, while both rooms enjoy plush finishes, built-in recessed lighting, and bright windows. Nearby, the updated second full bath features a crisp vanity and a tiled step-in shower with a flexible handheld sprayer. Step out back and your personal backyard paradise takes center stage. The deep covered screened patio is complete with a ceiling fan to keep things cool, opening up to a wide concrete pool deck and a sparkling private chlorine pool with an attached heated spa. Surrounding the pool is a fully wood-fenced yard with raised stone garden beds, tropical plants, a hammock nook, and plenty of grassy lawn for pets or play. Practical updates give you total peace of mind, including a roof replaced in 2021, a pool/spa heater replaced in 2020, an attached 2-car garage with laundry space, and a handy garden shed in the backyard that stays if you'd like. It’s an incredible home in a friendly, beautiful location that's ready to welcome you!

1024 Dinero Drive, Winter Springs

728 Ridgewood Way, Winter Springs
$258,500
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
NEW price! Set within the established Wildwood community of Winter Springs, this near 1,400-square-foot townhome offers two features that are especially hard to find, a single-story layout and a two-car garage. Add in recent updates that bring real peace of mind, and the result is easy, comfortable living from the moment of arrival. Luxury vinyl plank flooring flows throughout the home, with tile in the kitchen, creating a clean, cohesive look from room to room. At the heart of the living room, a wood-burning fireplace with a natural coquina surround adds warmth and a distinctly Florida sense of character, making the space as inviting on a cool winter evening as it is for everyday gatherings. The dining area opens to the kitchen for a natural, connected flow, and extends outdoors to a covered, screened patio well suited to morning coffee, casual meals or simply enjoying the fresh air without the bugs. The oversized primary bedroom serves as a retreat, featuring a walk-in closet, an en-suite bath and direct access to a rear open patio for a quiet moment outside. Two additional bedrooms and a second full bath provide flexibility for family, guests, a home office or hobby space. The attached two-car garage adds everyday convenience along with valuable room for storage, a workshop area or simply keeping vehicles protected from the Florida sun and rain. Residents of Wildwood enjoy access to a community park, playground, swimming pool and tennis courts, offering plenty of opportunities for recreation close to home. Important recent updates include a 2019 HVAC system and a 2023 roof, two of the most significant investments in any home already taken care of. With the ease of single-story living, the rare advantage of a two-car garage and major systems recently addressed, this townhome is an easy choice in a well-located Seminole County neighborhood.

728 Ridgewood Way, Winter Springs

700 Castlewood Drive, Winter Springs
$258,500
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
NEW price! Set within the established Wildwood community of Winter Springs, this nearly 1,400-square-foot townhome offers two features that are especially hard to find, a single-story layout and a two-car garage. Tile flooring flows throughout the home, creating a clean, cohesive look from room to room that is durable and easy to maintain. The living room offers a comfortable, welcoming space for relaxing or gathering with friends. The dining area opens to the kitchen for a natural, connected flow, and extends outdoors to a covered, screened patio well suited to morning coffee, casual meals or simply enjoying fresh air without bugs. The oversized primary bedroom serves as a retreat, featuring a walk-in closet, an en-suite bath and direct access to a private covered lanai for a quiet moment outside. Two additional bedrooms and a second full bath provide flexibility for family, guests, a home office or hobby space. The attached two-car garage adds everyday convenience along with valuable room for storage, a workshop area or simply keeping vehicles protected from the Florida sun and rain. Residents of Wildwood enjoy access to a community park, playground, swimming pool and tennis courts, offering plenty of opportunities for recreation close to home. A newer HVAC system adds to the home's appeal. With the ease of single-story living and the rare advantage of a two-car garage, this townhome is an easy choice in a well-located Seminole County neighborhood.

700 Castlewood Drive, Winter Springs

1044 Forest Circle, Winter Springs
$450,000
3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 2a SubDv. ⋅ 32708 Zip Code
Welcome to a home that blends inviting indoor spaces with an incredible backyard retreat in the heart of Winter Springs. This 3-bedroom, 2-bathroom home offers 1,652 square feet of comfortable living space and a 2-car garage, with a layout designed for both everyday living and entertaining. From the moment you enter, the open floor plan draws you into the heart of the home, where the living room, dining area, and kitchen come together around a gorgeous stone fireplace. Two separate sets of French doors flood the space with natural light and open directly to the backyard, creating an effortless connection between indoor and outdoor living. The kitchen is both stylish and functional, featuring solid wood, soft-close cabinetry, a modern tile backsplash, stainless steel appliances, and generous counter space. Granite countertops are featured throughout the home, adding a cohesive and polished touch to the living spaces. The spacious primary suite offers a relaxing retreat with an en-suite bathroom, barn door entry, and walk-in shower. The additional bedrooms provide plenty of space for guests, an office, or whatever fits your lifestyle. Outside, the backyard takes center stage. A covered patio overlooks the firepit area and hot tub, creating a fantastic setting for morning coffee, evening gatherings, or relaxing under the Florida sky. The exterior was freshly painted in 2025. Ideally located near major highways, schools, restaurants, shopping, and area lakes, with convenient access to Orlando, this Winter Springs home offers the space, setting, and location to truly enjoy Central Florida living. Mortgage savings may be available for buyers of this listing.

1044 Forest Circle, Winter Springs

766 Andover Circle, Winter Springs
$550,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 3 SubDv. ⋅ 32708 Zip Code
Private Oasis Meets Smart Luxury in Georgetown. Welcome home to high-end design, smart living, and effortless comfort. Nestled in the heart of one of Georgetown’s most coveted neighborhoods, this fully remodeled, single-story 3-bedroom, 2-bath sanctuary showcases the sought-after Tuskawilla floor plan - offering 1,735 square feet of light-filled open living space, where every detail has been thoughtfully redesigned for effortless Florida living. Step inside to gorgeous wood flooring that spans every single room, beautifully highlighting the home's open layout. The centerpiece of the interior is the custom-remodeled kitchen, complete with new cabinetry, smart Samsung appliances you can control from your phone, and a massive quartz island designed to keep family and friends gathered right at the heart of the home. The spacious split-bedroom layout ensures maximum privacy, featuring generously sized bedrooms and a primary suite retreat. The primary bedroom showcases an oversized, custom-built California closet that makes moving in effortless, alongside an en-suite bath with dual vanities, quartz countertops, a deep soaking tub, and a separate shower. Premium fixtures and finishes continue seamlessly throughout the entire home. Beyond the main living space, step out into your private outdoor sanctuary: a screened pool and covered lanai framed by peaceful, lush views with no rear neighbors. Designed for ultimate convenience, this intelligent home lets you control climate settings, open or close the garage door, and manage automation right from your smartphone. Convenience extends to the garage with an electric vehicle charger ready for plug-and-play use. Security is top-tier, backed by a hardwired system featuring seven exterior and one interior audio-visual cameras for complete, 24/7 peace of mind whether you are relaxing inside or traveling away from home. The property pairs modern tech with reliable mechanicals, including a Roof, A/C, and water heater replaced in 2019; an energy-efficient RadiantGUARD® Radiant Barrier Xtreme insulation system in the attic; a hybrid energy-efficient pool pump (2019); and new smart Samsung stainless steel kitchen appliances (2024), plus a matching Samsung washer and dryer. With the HOA handling front lawn care, this home is truly 100% move-in ready. Enjoy mornings at Tuscawilla Country Club, afternoons at Trotwood Park, and weekends on the Seminole Trail - all paired with top-rated Seminole County schools and swift access to SR-417. Don't miss this opportunity; schedule your showing today. For tech-focused buyers, the complete network infrastructure - including the server rack, 48-port Netgear PoE switch, pfSense router, UniFi Access Points, Synology RS822+ (4x8TB drives), and Synology DiskStation DS923+ can also be included via a separate bill of sale.

766 Andover Circle, Winter Springs

867 Benchwood Drive, Winter Springs
$375,000
3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. Welcome to 867 Benchwood Drive, a spacious and inviting 3-bedroom, 2-bathroom home nestled in the desirable Oak Forest at Tuscawilla community of Winter Springs! Situated on an oversized approximately 0.29-acre lot, this property offers a rare combination of comfortable living space, functionality, privacy, and an excellent location. Step inside to an inviting open-concept layout featuring the kitchen, dining area, and living space with easy flow for everyday living and entertaining. The spacious living room boasts a vaulted ceiling and two sliding glass doors that fill the space with natural light while providing beautiful views and direct access to the backyard. Tile flooring enhances the main living areas, while the generously sized bedrooms offer comfortable accommodations. The kitchen is thoughtfully positioned overlooking the living area and backyard, creating a connected and functional space. A versatile flex space provides additional options for a dining room, home office, playroom, or second living area. The spacious primary bedroom suite offers added privacy and features a very large walk-in closet, a mini-split AC/heater, and a freshly painted interior completed approximately one year ago. The primary bathroom was remodeled in 2025 and features a beautiful walk-in shower. One of the home's standout features is the expansive, fenced, organic backyard. Enjoy a private outdoor retreat with mature landscaping, fruit trees, garden areas, wooded views, a fire pit, and no rear neighbors—providing plenty of space for outdoor activities, gardening, entertaining, or simply relaxing in a peaceful setting. Additional features include a 2-car garage, ample driveway parking, and a storage shed. The location puts you minutes from highly rated Seminole County schools (K–12), Trotwood Park, Winter Springs Town Center, shopping, dining, and recreation, with easy access to SR 417. Offering a wonderful combination of neighborhood charm, generous outdoor space, privacy, and convenience, 867 Benchwood Drive is ready to welcome you home. Schedule your private showing today.

867 Benchwood Drive, Winter Springs

288 Ringwood Drive, Winter Springs
$439,900
3 Beds ⋅ 2 Baths ⋅ Deer Run Unit 23a SubDv. ⋅ 32708 Zip Code
Virtually Staged. YOUR OPPORTUNITY IS ABOUT TO BE GONE! Tucked beneath a canopy of majestic oaks in the established Tuscawilla Forest community, this charming 3-bedroom, 2-bath, 2-car garage home offers approximately 1,700 square feet of living space on a spacious .26-acre lot—along with something you simply can't recreate overnight: character, mature landscaping and the welcoming feel of an established neighborhood. Cherished by the same homeowner since 2004, this has been a much-loved home for more than two decades. The owners have especially treasured their wonderful neighbors and convenient location, and now it's time for a new owner to begin their own chapter here. Step inside and you'll immediately appreciate the desirable split-bedroom floor plan, vaulted ceilings and skylights that bring natural light into the main living areas. At the heart of the home, the inviting living space features a double-sided fireplace, warm wood accents and built-in shelving. The kitchen offers real wood cabinetry, generous counter space, breakfast bar, stainless-steel appliances and stylish tile backsplash, opening naturally to the main living area. The primary suite offers a private retreat with a beautifully remodeled bath featuring dual vanities, soaking tub and separate glass-enclosed walk-in shower with striking tile and pebble-stone accents. The secondary bath has also been beautifully remodeled. MAJOR IMPROVEMENTS HAVE ALREADY BEEN MADE, including a NEW ROOF IN 2021 with new gutters and gutter guards, A/C SYSTEM IN 2020 with parts-and-labor warranty noted through 2030, REMODELED BATHROOMS IN 2024, PEX PLUMBING, TWO-TONE VINYL PRIVACY FENCE IN 2023 and NEW ST. AUGUSTINE GRASS IN 2023. Additional improvements include the updated kitchen, lighting and ceiling fans, flooring and sprinkler system. And then there's the OUTDOOR LIVING! Sliding glass doors lead to an expansive screened and covered lanai, perfect for morning coffee, weekend gatherings or simply enjoying Florida living. Beyond the lanai, the large, private fenced backyard is shaded by beautiful mature trees with plenty of room for gardening, pets, play, entertaining—or perhaps that future pool you've been dreaming about. Whether hosting friends, enjoying a quiet evening under the trees or simply unwinding after a long day, this backyard offers the space and privacy to enjoy being home. LOCATION, LOCATION, LOCATION! Enjoy the charm of an established Winter Springs neighborhood with access to Seminole County Public Schools while staying close to everything. Nearby Trotwood Park, Central Winds Park, Bear Creek Nature Trail and the Cross Seminole Trail provide walking, biking, sports, playgrounds and outdoor recreation. Shopping, dining and everyday conveniences are nearby, with easy access to Oviedo, UCF, Winter Park, SR 417 and the greater Orlando area. With its mature surroundings, nearby parks and trails, convenient location and the kind of neighbors the current owners will truly miss, it's easy to understand why they called this home for more than 20 years. Some homes simply have a story—and this one has been loved for more than two decades. Filled with memories and thoughtfully cared for through the years, 288 Ringwood Drive is ready for its next chapter...and its next owner to call it HOME.

288 Ringwood Drive, Winter Springs

1378 Tarflower Drive, Winter Springs
$499,000
3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Beautifully Upgraded Sofia Model Townhome on a Premium Conservation Lot! Welcome home to this exceptional Sofia Model townhome, featuring one of the community’s most desirable floorplans—with the primary suite conveniently located on the first floor and two additional bedrooms upstairs. This thoughtfully designed layout is ideal for families, first-time buyers, those looking to downsize, or anyone seeking comfortable living with flexibility for guests, a home office, or additional living space. Situated on a premium lot backing to a peaceful conservation/green area, this home offers a wonderful sense of privacy and a tranquil natural backdrop. Inside, numerous builder upgrades and thoughtful custom enhancements create a beautiful blend of modern style, classic elegance, and everyday functionality. Upgrades include enhanced tile, bathrooms, and kitchen finishes, complemented by a custom-designed stair railing that adds a distinctive touch of sophistication. The spacious primary suite features a custom-built walk-in closet, maximizing storage and organization. An Ecobee Smart Thermostat system with Smart Sensors provides efficient, convenient control of the home's comfort while helping manage energy usage. Premium professionally installed ceiling fans in every room provide excellent air circulation and year-round comfort. The home is also professionally wired for rear surround-sound speakers, making it ready for an enhanced entertainment experience. All the rooms have plenty of natural lights! The garage is equally practical, featuring large custom-built ceiling-hung storage, providing valuable additional space while keeping vehicles and everyday belongings organized. Enjoy an outstanding location within Hickory Grove. The community pool and dog park are just down the street, while the Cross Seminole Trail can be easily accessed just outside the community—perfect for walking, jogging, or biking. The Magnolia Square Fountain and Park and The Winter Springs Town Center are both approximately a five-minute walk away, with roughly a dozen food-and-beverage places within walking distance or a short drive away. Central Winds Park is only about a 10-minute drive away. Access to 417 is about 7-minute drive away. With its highly sought-after first-floor primary suite, premium conservation lot, extensive upgrades, custom touches, and exceptional walkable location, this townhome offers a rare combination of comfort, style, privacy, and convenience.

1378 Tarflower Drive, Winter Springs

744 Barrington Circle, Winter Springs
$409,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code
Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs

412 Blue Bayou Lane, Winter Springs
$369,500
3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. Welcome to 412 Blue Bayou, your beautifully refreshed oasis in Jessups Reserve in Winter Springs! This exceptional home stands out with 3 fully en-suite bedrooms and a carpet-free interior featuring laminate flooring throughout and a brand-new stair railing. The downstairs bedroom can be used as a guest bedroom, office or flex space. Complete peace of mind comes standard thanks to major recent capital upgrades, a REME WHOLE HOME AIR PURIFICATION SYSTEM -$1,500 (2025) including a ROOF replacement (2022), a brand-new A/C system (2023), and professional garage door maintenance (2024). The primary suite, situated on the third floor for added privacy, features a large walk-in closet, a soaking tub and separate shower, offering a peaceful retreat away from the home's common areas Enjoy effortless Florida living while cooling off in the community pool and soak away the stress of life in the jacuzzi. Unwind at the end of the day in three distinct outdoor spaces: a welcoming front porch, a renovated second-floor patio, and a private third-floor balcony. Convenient location is a bonus: walk across the street to Publix when you run out of sugar, check out the live music at Wine Lounge or hit your fitness goals at Crunch Fitness. The main level boasts a bright, open-concept living and dining area, along with a spacious kitchen equipped with stainless steel appliances in excellent condition and a generous breakfast bar; a convenient laundry area is also located on this floor. A spacious two-car garage comes fully equipped with additional smart storage solutions to keep your life organized and functional. Additional bonuses can be found at the Winter Springs Town Center (Aldi, Hiking/Biking Trails and more). Perfectly priced at $369,500, this turn-key property is ready for its next chapter!

412 Blue Bayou Lane, Winter Springs

1406 Blumberg Boulevard, Winter Springs
$399,000
3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Built in 2024 and located in the desirable Hickory Grove community of Winter Springs, this move-in-ready home offers modern style, low-maintenance living, and everyday convenience. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, the home welcomes you with an open-concept layout filled with natural light. The modern kitchen is designed for both entertaining and everyday living with stainless steel appliances, quartz countertops, and a large center island overlooking the main living area. Upstairs, the spacious primary suite provides a private retreat with an en-suite bathroom and generous closet space, while two additional bedrooms offer plenty of flexibility for family, guests, or a home office. Enjoy maintenance-free living with an impressive list of community amenities just steps from your front door, including a resort-style pool and cabana, playground, dog park, serene green spaces, fountains, and walking paths. Monthly HOA dues include landscaping, irrigation, weed control, exterior paint, roof maintenance, 1GB high-speed internet, and a premium cable package. Conveniently located across the street from Winter Springs Town Center, you’ll have shopping, dining, and everyday conveniences just steps away, all while being near top-rated schools and everything Winter Springs has to offer. With its like-new condition, remaining builder warranty, and sought-after location, this home is ready for its next owner!

1406 Blumberg Boulevard, Winter Springs

1162 E Winged Foot Circle, Winter Springs
$425,000
3 Beds ⋅ 2 Baths ⋅ Country Club Village Unit 2 SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath POOL home nestled on a quiet, tree-lined street in the highly sought-after Country Club Village of Tuscawilla. This inviting home offers a versatile floor plan ideal for both everyday living and entertaining, with volume ceilings, abundant natural light, and attractive, low-maintenance tile and luxury vinyl plank flooring throughout. The spacious living and dining areas provide wonderful flexibility and can easily be arranged to complement your lifestyle. At the heart of the home, the kitchen overlooks the dinette and family room and features stainless steel appliances, ample prep and storage space, pull-out drawers, a built-in pantry and built-in wine rack. Its thoughtful location also offers possibilities to open or expand the kitchen toward the rear of the home, creating an even greater connection to the outdoor living and pool area. A charming greenhouse window in the dinette is perfect for growing fresh herbs or displaying your favorite plants. The spacious owner's suite provides a relaxing retreat with direct access to the back porch, a beautifully updated shower and vanity with granite countertop, an oversized window overlooking the atrium, and generous closet space. Two sizable secondary bedrooms are located toward the front of the home, with one offering direct access to the charming atrium. Step outside and enjoy your morning coffee or unwind at the end of the day on the private back patio overlooking the sparkling pool and hot tub, all tucked behind a privacy wall to create your own peaceful outdoor retreat. The pool screen was replaced in 2022 for added peace of mind. The OVERSIZED two-car garage is another standout feature, offering an extended workshop area with ample room for a golf cart, along with built-in shelving, attic stair access and a convenient rear-exit door. Hot water heater replaced Sept 2026. Country Club Village offers the perfect combination of a peaceful neighborhood setting and exceptional convenience. Located adjacent to Tuscawilla Country Club, optional memberships provide access to golf, tennis, fitness facilities, social activities, clubhouse amenities and more. Enjoy nearby parks and nature trails, highly rated Seminole County schools, shopping and dining, along with convenient access to UCF, Seminole State College, Orlando Sanford International Airport, Orlando International Airport and major roadways 417, 408, 528 and I-4. Don't miss the opportunity to make this exceptional Tuscawilla pool home your own—schedule your private showing today!

1162 E Winged Foot Circle, Winter Springs

736 Summerland Drive, Winter Springs
$299,900
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
WINTER SPRINGS 3-BEDROOM HOME UNDER $300K — PAID-OFF SOLAR, 2022 ROOF AND MOVE-IN READY! If you're comparing homes under $300,000, take a closer look at what 736 Summerland Drive offers: a renovated 3-bedroom, 2-bath single-family home with approximately 1,298 square feet, paid-off solar panels, a newer roof and access to community amenities. Inside, the updating has already been completed. The refreshed kitchen features modern cabinetry, stone countertops, stainless steel appliances and updated finishes, complemented by renovated bathrooms, flooring, lighting and a clean, contemporary feel throughout the home. But the value here goes beyond cosmetic updates. The roof was replaced in 2022, and the solar system is paid off—meaning there is no solar loan for the buyer to assume. These are meaningful improvements already in place rather than projects or expenses waiting for the next owner. The 3-bedroom, 2-bath layout provides flexibility for everyday living, working from home, guests or hobbies, while the home's manageable footprint offers comfortable living without unnecessary upkeep. The community also offers amenities including a swimming pool, tennis courts and playground, providing additional recreational options without the maintenance of a private pool. Conveniently located in Winter Springs with access to shopping, dining, recreation and major Central Florida roadways. If your search is focused on getting the most for your money under $300,000, compare the entire package at Summerland: 3 bedrooms | 2 bathrooms | Approximately 1,298 sq. ft. | Renovated interior | 2022 roof | Paid-off solar | Community amenities | Winter Springs location The renovation gets your attention. The roof, paid-off solar, location and price are what make the value worth a closer look. Schedule your private showing today.

736 Summerland Drive, Winter Springs

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